HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Iodosalicylic acid → N-cyclopropyl-2-hydroxy-5-iodo-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Iodosalicylic acid | HCID 8388 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-cyclopropyl-2-hydroxy-5-iodo-benzamide | HCID 19081760 | 18.1% |
Reaction Steps
13bh) A mixture of 2.64 g of 2-hydroxy-5-iodo-benzoic acid, 0.69 g of cyclopropylamine and 3.65 g of carbon tetrabromide in 40 ml of methylene chloride is treated portionwise at room temperature with 2.62 g of triphenylphosphine. After 2 hrs. the mixture is filtered and the filtrate is concentrated. Chromatography on silica gel with ethyl acetate/cyclohexane 1:4 gives 550 mg of crude N-cyclopropyl-2-hydroxy-5-iodo-benzamide. Yield: 18%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05763450 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-306d3aab035e4e08a8f3d9d6b64efce8 |
| Source note | uspto-grants-1998_06 |